反应详情

A mixture of 8.2 g of (R)-(-)2-butanol, 31.5 g of 1-bromo-4-benzenesulfonyl chloride, 1.0 g of N,N-dimethyl-4-pyridinamine, 55.5 ml of pyridine and 293 ml of dichloromethane was stirred for 3 days at room temperature. After the addition of water, stirring was continued for 1 hour. The reaction mixture was washed twice with a diluted hydrochloric acid solution and once with water, dried, filtered and evaporated in vacuo. The residue was purified by column chromatography over silica gel using trichloromethane as eluent. The pure fractions were collected and the eluent was evaporated, yielding 11.5 g (35.6%) of (R)-2-butanol 4-bromobenzenesulfonate (ester) (interm. 3).

1. stirringstirring
2. waitwas continued for 1 hour
3. washThe reaction mixture was washed twice with a diluted hydrochloric acid solution and once with water
4. customdried
5. filtrationfiltered
6. customevaporated in vacuo
7. customThe residue was purified by column chromatography over silica gel
8. customThe pure fractions were collected
9. customthe eluent was evaporated